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Lewis acid catalyzed [2 + 2] cycloaddition of methyl 2,3-butadienoate to alkenes
Journal article   Peer reviewed

Lewis acid catalyzed [2 + 2] cycloaddition of methyl 2,3-butadienoate to alkenes

Barry B Snider and David K Spindell
Journal of organic chemistry, Vol.45(25), pp.5017-5020
12/01/1980

Abstract

Methyl 2,3-butadienoate (1) undergoes EtAlCl2-catalyzed stereospecific [2 + 2] cycloadditions with alkenes to give methyl cyclobutylideneacetates in good yield. The stereospecificity and ratios of E and Z isomers suggest a [,2, + ,2a] cycloaddition of the l-EtA!Cl2 complex analogous to that of ketenes.

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